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Vacation rentals with a pool in Grosseto

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Top-rated rentals with a pool in Grosseto

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
The stone villa is surrounded by lush greenery, showcasing rustic charm with wooden shutters. Sunlight filters through the trees, highlighting the well-maintained lawn and inviting outdoor areas that complement the serene, natural setting.
Villa in Arcidosso
5 out of 5 average rating, 20 reviews

Stone villa with a pool

The stone villa is isolated and surrounded by the greenery of the woods. Here you will find peace, privacy, silence and unspoiled nature. This is the ideal place for a relaxing vacation. The villa was built in the mid-1800s by my great-grandfather. Then over the years it has been restored, improved, always maintaining the classic Tuscan style. We are located between the Val d'Orcia, Monte Amiata, and the sea. We are located 870m above sea level. The villa is about a 15-minute drive from Arcidosso.

Top guest favorite
Apartment in Caminino
4.92 out of 5 average rating, 198 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Guest favorite
The entrance of the building is adorned with lush green vines, climbing its facade. Two light gray doors with glass panels are framed by large windows, reflecting the blue sky. Potted plants are placed on either side of the doors, adding a touch of greenery.
Farm stay in Manciano
4.96 out of 5 average rating, 107 reviews

Casa Mirta art & nature in the heart of Maremma

We welcome you in one of the most beautiful landscapes of Italy, in the countryside between Capalbio and Montemerano. Mirta is an apartment in the casale located in the center of a centuries-old olive grove. The garden offers an incredible view on the Maremma hills with the Argentario coast in the background. Uncontaminated nature & silence and a wide choice of excursions in the surroundings with art, history, borghi and traditions. 20 minutes from Saturnia and 30 from the beaches of Capalbio

Top guest favorite
Villa in Montepulciano
4.97 out of 5 average rating, 123 reviews

Wine Experience Villa in Montepulciano

🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

Top guest favorite
A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.
Apartment in Castiglione d'Orcia
4.99 out of 5 average rating, 109 reviews

Mimosa Apartment - Poggio al Vento

Private apartment in a farmhouse from the 1600s. The same consists of kitchen, double bedroom and bathroom. It has everything you need for a pleasant stay. From the terrace, the breathtaking view, overlooking Mount Amiata, Rocca D'Orcia an ancient fortress and the Castle of Ripa D'Orcia. The swimming pool overlooks the Montalcino side. We are an organic farm, we produce high quality wine and oil. We offer, for a fee, tastings of our red wines. Winery tour etc

Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 141 reviews

Villa in Montepulciano with a Pool

The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * Pool open from April to November. Circular warm pool, (36C/97F) from April 1 to October 31. Pool is shared with other guests of our property. *

Top guest favorite
A wooden dining table is set with plates and glasses, framed by large windows showcasing scenic views. Natural light filters through the glass doors, highlighting the rustic cabinet and warm wall tones. Fresh fruit is elegantly arranged on the table, enhancing the inviting dining space.
Farm stay in Murlo
4.95 out of 5 average rating, 100 reviews

Suite, private apt for 2/4, pool

beautiful independent apartment with private entrance. Its name "Suite" comes from our work of restoration of an ancient farmhouse from the XVIIIth century. We have preserved all the original materials of construction with great care. The entrance consists of a large glass door with access to the kitchen: this is elegant and spacious with a beautiful fireplace on the left. Climbing the 11 steps, there is the bedroom with canopy bed and air-conditioning.

Guest favorite
A traditional Tuscan farmhouse is set against a backdrop of rolling hills. The property features a spacious pool surrounded by lush green grass and neatly trimmed hedges. Tall cypress trees provide natural framing, enhancing the serene outdoor atmosphere.
Villa in Montenero d'Orcia
5 out of 5 average rating, 36 reviews

Tuscany Villa With Pool & Magnificent Garden

This traditional Tuscan farmhouse, dating back to 1868, is situated on a small hill overlooking Castello Banfi and other large Brunello wineries and has a 360° view of the surrounding countryside of the Orcia Valley. The house is in a secluded location at the end of a well-maintained gravel road. You can use the house, garden and pool alone in an absolutely quiet location and enjoy a unique level of privacy. The sunsets are a special kind of experience!

Guest favorite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano
4.93 out of 5 average rating, 106 reviews

EcoLodge – modern design in a peaceful panoramic location

The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.

Top guest favorite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Località Spedaletto, Pienza
4.97 out of 5 average rating, 178 reviews

Spedaletto Castle, Val d'Orcia, Pienza

The Castello di Spedaletto farmhouse is located in the building that once housed the granary of the ancient medieval castle and has been recently renovated in perfect balance between modernity and tradition: stone, bricks, exposed beams blend with the characteristic crystal and wrought iron staircase. The farmhouse consists of 5 double bedrooms with bathrooms and 2 apartments. Come, See, Live...

Top guest favorite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino
4.99 out of 5 average rating, 117 reviews

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

Top guest favorite
A rustic terrace features a wooden table and chairs, offering panoramic views of rolling hills and lush greenery. Stone walls support a traditional wooden beam ceiling, while elements like a decorative bell and a sheep silhouette add character to the natural surroundings.
Farm stay in Pari
4.98 out of 5 average rating, 296 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool( open around the 10th of May) We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

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